Semi-Xanthomegnin

Details

• Internal ID: 1ace93db-1914-4747-8fca-f4b04b3ca241
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: 10-hydroxy-7-methoxy-3-methyl-3,4-dihydrobenzo[g]isochromene-1,6,9-trione
• InChI: InChI=1S/C15H12O6/c1-6-3-7-4-8-12(14(18)11(7)15(19)21-6)9(16)5-10(20-2)13(8)17/h4-6,18H,3H2,1-2H3
• InChI Key: YPJWDOQDLYENRC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• DTXSID401017525
• 153483-63-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	+	0.7260	72.60%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6562	65.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9096	90.96%
P-glycoprotein inhibitior	-	0.8464	84.64%
P-glycoprotein substrate	-	0.8014	80.14%
CYP3A4 substrate	+	0.5635	56.35%
CYP2C9 substrate	+	0.6194	61.94%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.7149	71.49%
CYP2C9 inhibition	-	0.6961	69.61%
CYP2C19 inhibition	-	0.5845	58.45%
CYP2D6 inhibition	-	0.7661	76.61%
CYP1A2 inhibition	+	0.5893	58.93%
CYP2C8 inhibition	-	0.7784	77.84%
CYP inhibitory promiscuity	-	0.6363	63.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5020	50.20%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.6016	60.16%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7920	79.20%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6426	64.26%
Acute Oral Toxicity (c)	I	0.4925	49.25%
Estrogen receptor binding	+	0.7623	76.23%
Androgen receptor binding	+	0.5878	58.78%
Thyroid receptor binding	-	0.7690	76.90%
Glucocorticoid receptor binding	+	0.6709	67.09%
Aromatase binding	+	0.6314	63.14%
PPAR gamma	+	0.7137	71.37%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9614	96.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.85%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.78%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.72%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.25%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.16%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.57%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.60%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.14%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.74%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.40%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.87%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.39%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.55%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.31%	93.99%

Plants that contains it

• Eriocaulon buergerianum

Cross-Links

• PubChem: 10891515
• LOTUS: LTS0195422
• wikiData: Q105351713